Sitagliptin phosphate - ≥98% , CAS No.654671-78-0

CAS: 654671-78-0 Cat. No.: S304295 Molecular Weight: 505.31 EC Number: 871-227-8 PubChem CID: 6451150

GRADE & PURITY ≥98%

Synonyms

AKOS000142110 | 7-((3R)-3-AMINO-4-(2,4,5-TRIFLUOROPHENYL)BUTANOYL)-3-(TRIFLUOROMETHYL)-5,6,7,8-TETRAHYDRO-1,2,4-TRIAZOLO(4,3-A)PYRAZINEMONOPHOSPHATE | Monohydrate, Sitagliptin Monophosphate | UNII-494P4635I6 | MK0431 phosphate | MK-0431 phosphate | MK 043

Storage

Store at 2-8°C

Shipped In

Wet ice

Overview

Sitagliptin phosphate (mk-0431 phosphate) is an effective DPP4 inhibitor. In Caco-2 cells, the IC50 value is 19 nm

Specifications

Synonyms

AKOS000142110 | 7-((3R)-3-AMINO-4-(2, 4, 5-TRIFLUOROPHENYL)BUTANOYL)-3-(TRIFLUOROMETHYL)-5, 6, 7, 8-TETRAHYDRO-1, 2, 4-TRIAZOLO(4, 3-A)PYRAZINEMONOPHOSPHATE | Monohydrate, Sitagliptin Monophosphate | UNII-494P4635I6 | MK0431 phosphate | MK-0431 phosphate | MK 043

Specifications & Purity

≥98%

Biochemical and Physiological Mechanisms

Potent and selective DPP IV (DPP4) inhibitor (IC50= 18 nM). Displays >2600-fold selectivity for DDP IV over other proline specific peptidases. Reduces blood glucose and increases GLP-1 levels after oral glucose tolerance test in normal and diet-induced ob

Storage

Store at 2-8°C

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 504764213
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504764213
• Canonical Smiles: C1CN2C(=NN=C2C(F)(F)F)CN1C(=O)CC(CC3=CC(=C(C=C3F)F)F)N.OP(=O)(O)O
• IUPAC Name: (3R)-3-amino-1-[3-(trifluoromethyl)-6,8-dihydro-5H-[1,2,4]triazolo[4,3-a]pyrazin-7-yl]-4-(2,4,5-trifluorophenyl)butan-1-one;phosphoric acid
• InChIKey: IQFYVLUXQXSJJN-SBSPUUFOSA-N
• INCHI: 1S/C16H15F6N5O.H3O4P/c17-10-6-12(19)11(18)4-8(10)3-9(23)5-14(28)26-1-2-27-13(7-26)24-25-15(27)16(20,21)22;1-5(2,3)4/h4,6,9H,1-3,5,7,23H2;(H3,1,2,3,4)/t9-;/m1./s1
• Isomeric SMILES: C1CN2C(=NN=C2C(F)(F)F)CN1C(=O)C[C@@H](CC3=CC(=C(C=C3F)F)F)N.OP(=O)(O)O
• PubChem CID: 6451150
• Molecular Weight: 505.31

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Level5 Amino acids and derivatives
          • Level6 Beta amino acids and derivatives

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Carboxylic acids and derivatives
• Subclass: Amino acids, peptides, and analogues
• Intermediate Tree Nodes: Amino acids and derivatives
• Direct Parent: Beta amino acids and derivatives
• Alternative Parents: Amphetamines and derivatives Triazolopyrazines Aralkylamines Fluorobenzenes Pyrazines Organic phosphoric acids and derivatives Aryl fluorides Triazoles Tertiary carboxylic acid amides Heteroaromatic compounds Azacyclic compounds Carbonyl compounds Hydrocarbon derivatives Monoalkylamines Organic oxides Organofluorides Alkyl fluorides
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Beta amino acid or derivatives - Amphetamine or derivatives - Triazolopyrazine - Fluorobenzene - Halobenzene - Aralkylamine - Aryl fluoride - Aryl halide - Monocyclic benzene moiety - Organic phosphoric acid derivative - Pyrazine - Benzenoid - Tertiary carboxylic acid amide - Heteroaromatic compound - 1,2,4-triazole - Triazole - Azole - Carboxamide group - Organoheterocyclic compound - Azacycle - Organofluoride - Primary aliphatic amine - Hydrocarbon derivative - Organic oxide - Organohalogen compound - Carbonyl group - Organic oxygen compound - Amine - Organonitrogen compound - Alkyl halide - Organooxygen compound - Primary amine - Alkyl fluoride - Organic nitrogen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as beta amino acids and derivatives. These are amino acids having a (-NH2) group attached to the beta carbon atom.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

DPP4 Tclin Dipeptidyl peptidase 4 (5 Activities)

Discover Target: DPP4

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

CYP3A4 Tclin Cytochrome P450 3A4 (53859 Activities)

Discover Target: CYP3A4

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

DPP8 Tchem Dipeptidyl peptidase VIII (2139 Activities)

Discover Target: DPP8

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

DPP4 Dipeptidyl peptidase IV (11 Activities)

Discover Target: DPP4

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Solvent:water, Max Conc. mg/mL: 25.27, Max Conc. mM: 50; Solvent:DMSO, Max Conc. mg/mL: 25.27, Max Conc. mM: 50
• Flash Point(°C): 274.3ºC
• Boil Point(°C): 529.9ºC
• Melt Point(°C): 202-204°C
• Molecular Weight: 505.310 g/mol
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 14
• Rotatable Bond Count: 4
• Exact Mass: 505.095 Da
• Monoisotopic Mass: 505.095 Da
• Topological Polar Surface Area: 155.000 Ų
• Heavy Atom Count: 33
• Formal Charge: 0
• Complexity: 616.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 1
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 2

XLogP3

References

1. Yanbo Tian, Liju Tan, Huiru Li, Yu Qiao, Na Wang, Jiangtao Wang.  (2024)  Preparation of magnetic molecular imprinted polymers based on deep eutectic solvent and its application in the specific adsorption and detection of fluoxetine hydrochloride.  REACTIVE & FUNCTIONAL POLYMERS,      [PMID:] [10.1016/j.reactfunctpolym.2024.106122]